11. Lawrence Taylor
Criminal History: Leaving the scene of an accident, statutory rape, patronizing a prostitute, attempted drug possession
Time Behind Bars: N/A
Lawrence Taylor had a handful of arrests during his playing days but nothing that compared to post-retirement shame spiral. In 2010 Taylor was arrested in New York for paying $300 to have sex with a 16 year-old girl. The Giant legend ducked jail time, but is awaiting the conditions of his probation, which includes registering as a sex offender.